| | 27061-78-5 Basic information More.. |
| Product Name: | ALAMETHICINRESEARCH GRADE | | Synonyms: | Peptaibol coMplex. Additional synonyMs for the Major coMponent, alaMethicin I: AlaMethicin F30, AlaMethicin-gaMMa, U 22324;Alamethicin, Ready Made Solution from Trichoderma viride;Alamethicin (U-22324);ALAMETHICINRESEARCH GRADE;alamethicin from trichoderma viride;Almethicin, Antibiotic U-22324, 6-(2-methylalanine)-8-L-leucine-9-de-L-valine-12-(2-methylalanine)-13a-endo-(2-methylalanine)-18-L-glutamine-19-(N(1)-(1-(hydroxymethyl)-3-methylbutyl)-L-glutamamide)-];Ac-2-MeAla-L-Pro-2-MeAla-L-Ala-2-MeAla-L-Ala-L-Glu(NH2)-2-MeAla-L-Val-2-MeAla-Gly-L-Leu-2-MeAla-L-Pro-L-Val-2-MeAla-2-MeAla-L-Glu-L-Glu(NH2)-phenylalaninol;(3S,12R)-1-((S)-1-((6S,12S,15S,21S,30S)-1-((R)-1-(2-AcetaMido-2-Methylpropanoyl)pyrrolidin-2-yl)-15-(3-aMino-3-oxopropyl)-30-isobutyl-21-isopropyl-3,3,6,9,9,2,18,18,24,24,33,33-dodecaMethyl-1,4,7,10,13,16,19,22,25,28,31-undecaoxo-2,5,8,11,1 | | CAS: | 27061-78-5 | | MF: | C92H150N22O25 | | MW: | 1964.3078 | | EINECS: | 608-040-6 | | Mol File: | 27061-78-5.mol |  |
Use
These voltage-dependent, channel-forming, peptaibol antibiotics
(MWAlamethicin F-30 = 1964.40; CAS 27061-78-5) from the soil fungus
Trichoderma viride NRRL 3199 are membrane-active oligopeptides
isolated from that exhibit anti-bacterial and anti-fungal properties.
Peptaibols are amphipathic, usually highly helical in structure, and
typically form voltage dependent ion channels that uncouple oxidative
phosphorylation, often attended by in bacterial and fungal cell death.
Alamethicin F-30 has the sequence Ac-Aib-Pro-Aib-Ala-Aib-Ala-Gln-Aib-
Val-Aib-Gly-Leu-Aib-Pro-Val-Aib-Aib-Glu-Gln-Phe-OH; Alamethicin F-
50 has the sequence Ac-Aib-Pro-Aib-Ala-Aib-Ala-Gln-Aib-Val-Aib-Gly-
Leu-Aib-Pro-Val-Aib Aib-Gln-Gln-Phe-OH; and Alamethicin II has the
sequence Ac-Aib-Pro-Aib-Ala-Aib-Aib-Gln-Aib-Val-Aib-Gly-Leu-Aib-
Pro-Val-Aib-Aib-Glu-Gln-Phe-OH. Note: The name “peptaibol” is derived
from the prefix “pep-“, the central syllable “aib”, and the suffix “-ol” to
designate its peptide structure, the presence of an a-aminoisobutyryl unit,
and the C-terminal alcohol.Recrystallise alamethicin from MeOH. [Panday et al. J Am Chem Soc 99 8469 1977.] The acetate has m 195-180o from MeOH/Et2O, and the acetate-methyl ester [64936-53-4] has m 145-140o from aqueous MeOH.Alamethicin is a monovalent cation ionophore which can mimic nerve action potential across artificial membranes. Alamethicin has also been used for studying membrane interactions of antimicrobial peptides.Alamethicin is an acidic linear peptaibol complex with potent antibiotic activity, containing 20 “amino acids”, with acetyl and phenylalaninol termini, produced by Trichoderma sp.. Alamethicin F30 acts an ionopohore, transporting ions through membranes and artificial lipid membranes and forming voltage-dependent ion channels in lipid bilayer membranes. Alamethicinis co-produced with a parallel, neutral, linear peptaibol complex (alamethicin F50). The relative composition of alamethicin is a variable mixture of the acidic and neutral complexes, but reports on alamethacin do not generally specify the ratio of F50 to F30, and comparative data between the complexes is scant.
- Alamethicin
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- US $10.00-100.00 / kg
- 2024-04-02
- CAS:27061-78-5
- Min. Order: 1kg
- Purity: 99%
- Supply Ability: 5000 Metric Ton/Month
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27061-78-5
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